Although you may file I-539 for 2nd EOS w/o approval of 1st one

Although you may file I-539 for 2nd EOS w/o approval of 1st one, I think it will be probably not approved. The 2nd EOS is only approvable after the 1st EOS has been approved.

If they consider not to come back to US again, they may choose to stay with OOS.

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